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2-O-二苯甲基-3,4-(S)-O-苄叉基-D-木糖-1,4-内酯

2-O-Benzhydryl-3,4-(S)-O-benzyl-idene-d-xylono-1,4-lactone.

作者信息

Jenkinson Sarah F, Rule Sebastian D, Booth Kathrine V, Fleet George W J, Watkin David J, Petursson Sigthor

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2008 May 7;64(Pt 6):o1012. doi: 10.1107/S1600536808012567.

DOI:10.1107/S1600536808012567
PMID:21202537
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2961596/
Abstract

X-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzyl-idene-d-xylono-1,4-lactone with diphenyl-diazo-methane proceeded smoothly to give the title compound, C(25)H(22)O(5), with no accompanying epimerization. Unlike the analogously protected lyxono lactone, the isomeric xylono lactone has two mol-ecules present in the asymmetric unit (Z' = 2). The 5-ring lactones adopt envelope conformations and the 6-ring ketals adopt chair conformations.

摘要

X射线晶体学明确表明，用二苯基重氮甲烷保护3,5-O-亚苄基-D-木糖-1,4-内酯的游离羟基反应顺利，得到标题化合物C(25)H(22)O(5)，且没有伴随的差向异构化。与类似保护的来苏糖内酯不同，异构的木糖内酯在不对称单元中有两个分子（Z' = 2）。五元内酯采取信封式构象，六元缩酮采取椅式构象。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbcb/2961596/5b85600fe3f7/e-64-o1012-fig1.jpg

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